1-[(1S,4R,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.04,13.07,12]pentadeca-7(12),8,10-trien-10-yl]ethanone

Details

• Internal ID: 7b34b46f-edc0-4cc0-b533-e09ee2f8be49
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-[(1S,4R,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.04,13.07,12]pentadeca-7(12),8,10-trien-10-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C2C3=C(C=C1O)OC(C4C3CC(O2)(CC4)C)(C)C
• SMILES (Isomeric): CC(=O)C1=C2C3=C(C=C1O)OC([C@H]4[C@@H]3C[C@@](O2)(CC4)C)(C)C
• InChI: InChI=1S/C18H22O4/c1-9(19)14-12(20)7-13-15-10-8-18(4,22-16(14)15)6-5-11(10)17(2,3)21-13/h7,10-11,20H,5-6,8H2,1-4H3/t10-,11+,18-/m0/s1
• InChI Key: SOMCHXWTFGSEBU-PISHQANHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.8750	87.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8486	84.86%
P-glycoprotein inhibitior	-	0.8197	81.97%
P-glycoprotein substrate	-	0.8291	82.91%
CYP3A4 substrate	+	0.6596	65.96%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7856	78.56%
CYP3A4 inhibition	-	0.7406	74.06%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	+	0.5904	59.04%
CYP2C8 inhibition	+	0.6656	66.56%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5632	56.32%
Skin irritation	-	0.6769	67.69%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4198	41.98%
Micronuclear	-	0.8841	88.41%
Hepatotoxicity	-	0.6580	65.80%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7173	71.73%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.6841	68.41%
Thyroid receptor binding	+	0.7279	72.79%
Glucocorticoid receptor binding	+	0.8536	85.36%
Aromatase binding	+	0.5525	55.25%
PPAR gamma	+	0.7629	76.29%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.24%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.76%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.61%	85.30%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.80%	96.61%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.14%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.36%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.79%	99.23%

Plants that contains it

• Melicope latifolia

Cross-Links

• PubChem: 163188324
• LOTUS: LTS0065424
• wikiData: Q105257045